Vacation rentals in Woodruff

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Top-rated vacation rentals in Woodruff

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Top guest favorite
A serene bedroom features a spacious bed dressed in white linens, complemented by decorative pillows. Two bedside tables with lamps frame the bed, while a television is mounted on the wall across from it. Natural light filters through sheer curtains, enhancing the calming atmosphere.
Home in Simpsonville
4.94 out of 5 average rating, 108 reviews

Hidden Gem - Private Home - 3 BDRM In 5 Forks

Freshly renovated 3 bedroom home in highly sought after 5 Forks area. Beautiful space for family or multiple couples to enjoy inside or outside with open living and big back deck. Stay in and cook in our gorgeous kitchen that any woman would want to bring home with them OR go out and have many options at your fingertips on Woodruff Road. Come back to our comfortable queen sized beds in each bedroom and enjoy the peace and quiet of our home and 1.5 acre lot. Pet fee is required for furry friend

Top guest favorite
An open-concept living area features a modern kitchen with stainless steel appliances and a spacious island, complemented by a dining table. A cozy living room is equipped with a soft sectional sofa facing a mounted television and warm electric fireplace. Natural light enhances the inviting atmosphere.
Home in Greenville
4.97 out of 5 average rating, 151 reviews

Greenville GEM Luxurious Retreat in Prime Location

Beautifully renovated 3 beds, 2 baths haven! This gem is a tranquil & stylish retreat, blending modern & cozy charm. Spacious bedrooms, each with plush bedding and storage. Two Bathrooms with soaking tub and a spacious walk-in shower. Cozy living room with a fireplace, TV, and comfy seating.  Fully equipped kitchen, Wi-Fi, Private deck and gazebo, fenced yard. Close to the city's best attractions, dining, and entertainment options. This is the perfect home base for your Greenville adventures.

Top guest favorite
A spacious brick home is framed by lush greenery, with a warm glow of sunlight filtering through the trees. The structure features multiple gables and large windows, creating an inviting entryway. A manicured driveway leads to the entrance, enhancing the serene natural setting.
Guest suite in Woodruff
4.96 out of 5 average rating, 220 reviews

Luxurious river front nature retreat on 120 acres

Privacy, luxury and nature-for you! Luxurious apartment in our home (owner-occupied) - on 120 private acres overlooking the Enoree river. Visitors are blown away by the view and the sound of the river. Beautiful walking trail and 2 kayaks available for use. There is a beautiful waterfall located only 600 yards upriver, by kayak. There are bald eagles, turtles, herons, etc.. 15 miles to GSP airport and 21 miles to downtown Greenville and Spartanburg. (No pets, smoking/vaping inside, or guns!)

Top guest favorite
A cozy living area features a spacious blue sectional sofa, a coffee table surrounded by magazines, and a light-colored armchair. Natural light enters through windows, and an air conditioning unit is visible. A colorful patterned rug enhances the warm ambiance.
Apartment in Duncan
5 out of 5 average rating, 296 reviews

The Cavern at Chateau Ianuario

This secluded efficiency apartment is centrally located between Greenville, Greer, and Spartanburg, only 6 minutes from BMW and 10 minutes from GSP International airport. Minutes away from the Duncan YMCA and Tyger River Park. This private apartment offers parking and it’s own entry. Conveniently located and surrounded by a large wooded property, you will find everything you need for a relaxing, comfortable stay. For extended stays we have washer/dryer access for your convenience.

Top guest favorite
A cozy campsite is illuminated by string lights in the evening. A vintage camper is situated under a wooden canopy, with a stone path leading to a fire pit surrounded by two wooden chairs. Nearby, a small table provides an additional seating area.
Camper/RV in Woodruff
4.97 out of 5 average rating, 205 reviews

70's Nostalgia

Go back to a simpler time in this totally restored 1969 Concord Traveler at Kingfish Farms. Located just a mile and a half from the quaint town of Woodruff, SC. and a little over 2 miles from I-26. Our 20 acre farm gives you plenty of room to enjoy the outdoors and get back to nature. Relax and rejuvenate in our traditional Finnish sauna and outdoor shower. Take a walk through our wooded trail and visit the goats and pigs. Enjoy the covered front porch, fire pit, and grill.

Top guest favorite
The treehouse structure features a distinctive A-frame design with large glass paneling allowing for abundant natural light. Surrounded by trees, an outdoor deck with seating complements the lush woodland setting. The rooftop deck above adds to the unique architectural appeal.
Home in Greenville
4.99 out of 5 average rating, 255 reviews

Cozy Treehouse

Situated at the back of a wooded 2 acre lot, only 10 minutes from downtown Greenville, this is a little oasis in the city! While most treehouses take you on a "roughing it" adventure, Cozy Treehouse is the glamping version of treehouses, boasting 9' ceilings, 1.5 baths, 3 LED TV's and many outdoor living options. If you are looking for a unique getaway just minutes from one of the top growing cities in the south, Cozy Treehouse is the perfect destination for you.

Top guest favorite
A modern tiny home with a wooden exterior is surrounded by vibrant yellow wildflowers. Large windows allow natural light to fill the space, while a small patio features a dining table and chairs. Lush greenery and trees create a tranquil setting.
Tiny home in Landrum
4.99 out of 5 average rating, 294 reviews

Lovely Tiny Home on Scenic Horse Farm!

Perfect for a romantic or solo getaway, a sight-seeing trip, or just passing through! This 360 square foot tiny home feels spacious and is convenient with the one story floor plan, high ceilings, natural light, and basic amenities for your stay. There is NOT a TV but there is high speed WiFi is for use on your own device! Just a few minute drive from Tryon and Landrum for dining/ shopping, and plenty to do in the area or just relax and enjoy the beautiful farm!

Top guest favorite
The exterior of the guest house is showcased, featuring a sturdy wooden door adorned with decorative hardware. The structure is framed by light-colored stone walls and has two small windows flanking the entrance, with a sloped roof that complements the rustic design.
Guesthouse in Spartanburg
5 out of 5 average rating, 131 reviews

The Lodge at Pythian Park

Situated in a 3+ acre gated compound surrounded on three sides by Fairforest Creek, our guest house feels like a mountain hideaway yet it's only a 3 minute drive to downtown Spartanburg. Enjoy the private patio overlooking the creek to relax or prepare a meal on the gas grill. Dogs are welcome, and we have 2 very social dogs that you will probably encounter during your stay. There's ample parking for vehicles and room to roam and enjoy the park-like setting.

Top guest favorite
A well-lit hallway is complemented by a round mirror reflecting the space. A stylish console table holds decorative items, including a small lamp and a vase with dried grass. The entrance leads to a cozy sleeping area featuring a black bed and bright window treatments.
Home in Woodruff
5 out of 5 average rating, 53 reviews

Woodruff's Southern Nest

Our small, cozy, completely renovated home in growing Woodruff is a great home to fit many different guest. Start your morning with a complimentary cup of coffee and enjoy it on the deck in the fenced in back yard. Our home is just three blocks from Main St Woodruff where you can find some great local restaurants or the beautiful McKinney Park. New BMW battery plant less than 5 mins away. Easy access to Simpsonville, Greenville and Spartanburg all 30 mins.

Guest favorite
The exterior of a wood-clad tiny house is framed by tall trees, creating a serene forest backdrop. A large wooden door with geometric designs welcomes guests, while a modern hanging chair is positioned on the deck, surrounded by potted plants and playful murals.
Tiny home in Fountain Inn
4.94 out of 5 average rating, 427 reviews

Creative Getaway in Tropical Tiny House

Hola! Welcome to La Casita Bonita, or "the pretty little house". A perfect place for your creative getaway to write the rest of your book, work from home, read all day, or just want to get away to a new city. This sweet jungalow has two bedrooms, 5 skylights, a porch and swing to drink your coffee in the morning, Wifi and smart tv streaming, and many more little quirks and perks.

Guest favorite
A modern tiny home features a welcoming entrance with wooden steps leading to a covered porch. Large windows allow natural light to fill the interior, while soft landscaping complements the exterior. The structure is surrounded by trees, providing a tranquil setting.
Tiny home in Greer
4.95 out of 5 average rating, 536 reviews

* Lakeside Tiny Retreat *

Brand new 500 sq ft park model tinyhome 100 yards from lake Cunningham . With Access to a gorgeous Community firepit area with a lake view in a small tinyhouse community. Has 3 beds. Two queen and one twin bed . 10 mins from downtown Greer. 25 min from downtown Greenville. NO PETS

Top guest favorite
A modern treehouse is set among the trees, with a steeply pitched roof and large glass walls. The sun sets in the background, casting a warm glow on the structure. A wooden deck extends from the entrance, surrounded by nature.
Home in Travelers Rest
4.99 out of 5 average rating, 271 reviews

Modern Treehouse Retreat in the Forest | Private

The Forestry House is a luxury modern treehouse. You will feel immersed in the canopy with two walls of glass. Enjoy your morning espresso or shower on the back deck with the birds singing and end your day with a glass of local wine under the stars at the fire pit!

Popular amenities for Woodruff vacation rentals